Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 23111637 | HCID 23111637 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 23111629 | HCID 23111629 | 93.1% |
Reaction Steps
Ethyl 5-(2-acetylphenyl)thiophene-2-carboxylate (3.52 g) obtained in Step 2 was dissolved in ethanol (30 ml) and the mixture was cooled to 0° C. Sodium borohydride was added and the mixture was stirred overnight at 0° C.—room temperature. The reaction mixture was cooled to 0° C., 10% aqueous citric acid was added dropwise and ethanol was evaporated. The reaction mixture was extracted with ethyl acetate, washed successively with water, saturated aqueous sodium hydrogencarbonate and brine, and dried over sodium sulfate. The organic layer was concentrated under reduced pressure and the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:1) to give the title compound (3.30 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07285572B2 |
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| Source dataset | uspto-grants-2007_10 |
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| ORD ID | ord-09ce4c85216b43bc846cba69dfc92d34 |
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| Source note | uspto-grants-2007_10 |
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